4-(2-Chloro-6-((4-Methylpiperazin-1-yl)Methyl)thieno[3,2-d]pyriMidin-4-yl)Morpholine synthesis

Yield:885618-54-2 45%

Reaction Conditions:

with sodium tris(acetoxy)borohydride;acetic acid in 1,2-dichloro-ethane at 20;

Steps:

4

Reference Example 4 2-ChIoro-6-(4-methyI-piperazin-l-yl methvD-4- morpholin-4-yl-thieno[3,2-dlpyrimidine (72) To a mixture of 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6- carbaldehyde (66) (147mg, 0.52mmol), 1-methyl-piperazine (1.5eq., 87μL) and acetic acid (1.05eq., 32μL) in 1,2-dichloroethane (3mL) was added sodium triacetoxyborohydride (l.leq., 121mg) and then stirred at room temperature overnight. The reaction mixture was diluted with DCM, washed with a saturated solution of sodium hydrogen carbonate, brine, separated and dried (MgSO₄). The crude product was evaporated in vacuo and purified by chromatography to give the title compound 72 as an off-white crystalline solid (51 mg, 45%).

References:

WO2006/46031,2006,A1 Location in patent:Page/Page column 31